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Apartment holiday rentals in Windsor

Find and book unique apartments on Airbnb

Quick stats about flat rentals in Windsor

  • Total holiday rentals

    Explore 540 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 36,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    330 properties have a dedicated workspace

  • Wifi availability

    520 of Windsor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Windsor rentals

  • 4.7 Average rating

    Windsor stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Windsor’s top spots include Little Caesars Arena, Comerica Park and Ford Field

Top-rated apartment rentals in Windsor

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of the two-story property features light blue siding and a decorative gabled roof. A covered porch with a white railing and steps leads to the entrance. A wooden gate is visible to the side, providing access to the backyard.
Flat in Walkerville
4.96 out of 5 average rating, 313 reviews

OLDE WALKERVILLE, Windsor, Ontario

Do you need a nice quite, non-shared clean place to stay ? This cute one bedroom, living room /sleeper sofa, kitchen, full bath (washer/dryer 6 nights + ) Located on the second floor, above our family home, is ready for you to enjoy your stay. In Olde Walkerville, walking distance to restaurants, pubs, boutiques and, the river with walking and bike paths along with summer activities. Short drive to the Casino, Chrysler Theatre / St. Clair Arts, U.S.A Boarder, down town Train Station.

Guest favourite
A spacious living area features a comfortable gray sectional sofa adorned with decorative cushions. A wooden coffee table is centered on a soft area rug, while a wall-mounted television and a small dining table for two are visible. Natural light enters through large windows.
Flat in LaSalle
4.85 out of 5 average rating, 225 reviews

The Ambassador’s Stay • Bright 1BR Family Retreat

Luxurious 1BR Retreat Prime Location, Perfect for Your Getaway! Escape to this stunning one-bedroom haven in LaSalle, where comfort and convenience meet! Whether you're here for a romantic getaway, a solo retreat, or a business trip, this modern sanctuary has everything you need for a perfect stay. Whether you're here for business or leisure, this luxurious one-bedroom retreat is the perfect home base for your LaSalle getaway. Book now and experience all the comfort and convenience you deserve!

Top guest favourite
Flat in Midtown
4.87 out of 5 average rating, 788 reviews

Victorian 1890's Midtown Home

Hello! Our home is an 1890 Victorian mansion that I purchased and lovingly renovated with a small team of local craftspeople. This space is a 1 bed, 1 bath with much of its original character preserved! Located in the heart of bustling Midtown just one block from 20+ bars and restaurants, DMC, Shinola and way more! The space is designed with leisure stays in mind but also capable of accommodating business travelers comfortably. Just opened in 2023, Coffee + Cocktails downstairs! Open: 8AM-11PM!

Superhost
Flat in Walkerville
5 out of 5 average rating, 11 reviews

The Serene Walkerville Stay

Cozy 1 bedroom suite in Walkerville, Windsor. Perfect for solo travelers, couples, and business travelers. The home features a large kitchen, living area, bedroom, washroom with a washer & dryer. ✨️ 5 minutes from Windsor University, grocery stores, and restaurants ✨️ 5 minutes from Ceasars Windsor Casino ✨️ 15 minutes from NextStar Energy, Flex-Ion and the Ford plant, ✨️10 minutes from Central Parks Athletics and Devonshire Mall Relax in comfort and enjoy easy access to all the essentials!

Guest favourite
An inviting dining area features a long wooden table centered among charming accents. A variety of seating options, including stools and a wooden chair, complement exposed brick walls adorned with decorative wall art. Natural light softly illuminates the space, enhancing the rustic decor.
Flat in Corktown
4.89 out of 5 average rating, 514 reviews

Design-centric Corktown Apartment

A beautiful second-story apartment on Michigan Avenue with incredible views of the newly renovated train station, which is absolutely stunning all lit up out the big front windows. Situated on the same block as Alba, Sugar House, Ima, and Slows and across the street from Grandma Bob’s, this two-bedroom neighborhood flat provides an immersive, welcoming travel experience in the heart Corktown, Detroit's oldest neighborhood. Walk everywhere—15 minutes along Michigan Avenue will get you Downtown.

Top guest favourite
The living room features a comfortable sofa adorned with soft pillows, complemented by a contemporary coffee table. A cozy throw blanket rests on the seating. Natural light enters through a window, illuminating the artwork of a city skyline above the couch. An accent chair and lamps add to the inviting space.
Flat in Downtown Detroit
4.96 out of 5 average rating, 706 reviews

Walk to sports and concert venues! Single Price

Step out of your door and into the energy of downtown..This professionally maintained space offers the perfect home base for fans and theatre goers alike. Catch Tigers games, Piston playoffs, or secure your stay for the upcoming run of Hamilton. After the final Whistle or the standing ovation, explore the culinary scene, featuring everything from world class restaurants to cozy hidden gem bars! Finally, retreat to a space designed for comfort. Professionally cleaned. Now with single price.

Guest favourite
Flat in Walkerville
5 out of 5 average rating, 8 reviews

Old Hollywood-EM Boutique Suites

Welcome to our Hollywood studio, where the glitz and glamour of Old Hollywood come alive! Perfectly situated in the heart of little Italy, this stylish retreat offers a unique blend of vintage elegance and modern comfort. Step back in time to an era of classic films and iconic stars, all inspired by the golden age of Hollywood. Unit includes: A luxurious king-size bed, large living room & dining space, full kitchen with S/S appliances & island, large bathroom with laundry and private balcony.

Superhost
A comfortable living space is highlighted by a blue tufted sofa and two mid-century chairs. A circular wooden table occupies the center, while a wooden shelf displays various books and decorative items. Natural light filters through three large windows with woven shades.
Flat in Detroit
4.78 out of 5 average rating, 920 reviews

Cozy & Charming Apartment in West Village

Delight in the charm and burgeoning ambiance of West Village Detroit. This snug apartment is mere steps from gems like Sister Pie, Craft Work, and Red Hook Coffee. Retaining its historic allure with intact wood floors and antique charm, the space exudes subtle sophistication, curated with care. The original murphy bed gracefully unfolds in the living room, while a custom-made kitchen bar top offers additional accommodations for guests, ensuring a uniquely adaptable and inviting atmosphere.

Guest favourite
A welcoming living space features a round table surrounded by modern chairs. The bright room is complemented by a stylish vase with dried flowers on the table. Windows with patterned curtains provide natural light, enhancing the warm ambiance, while a radiator adds vintage charm.
Flat in Hamtramck
4.91 out of 5 average rating, 218 reviews

Charming 2 Bedroom in Art & Culture Neighborhood

Our charming classic 2 bedroom apartment is the perfect place to explore the hip underdog city of Detroit! The apartment is bright, vintage with all the modern amenities. Check out the rich culture, architecture and grittiness that is solely Detroit. BonVoyage :) If this apartment isn't available check out Bright Vintage Upper Flat w/ Outdoor Balcony https://www.airbnb.com/rooms/24405602?s=51 or Beautiful Apartment In Unique Hamtramck https://www.airbnb.com/rooms/6335682?s=5

Guest favourite
An open living space features a modern kitchen with dark cabinetry and stainless steel appliances. A comfortable sofa is positioned facing a television, with a coffee table in the center. A patterned area rug and indoor plants add warmth to the bright, airy atmosphere.
Flat in Detroit
4.93 out of 5 average rating, 626 reviews

Little Paris | Walk to LCA, Ford Field, Comerica

Nestled in historic Brush Park, known as Little Paris in the 19th century, this charming flat will immerse you in the city’s past while keeping you just steps from its future. Centrally located between Downtown, Midtown and Eastern Market, you'll be in the heart of the city with amazing bars, restaurants, cafes and venues just outside your door. The design-focused space is curated with goods made by local artisans and combines centuries old character with modern amenities.

Top guest favourite
A modern dining area is highlighted by a wooden table accompanied by four blue upholstered chairs. A minimalist aesthetic is enhanced by a potted plant and wall art featuring colorful portraits. Natural light enters through a window covered by a blind.
Flat in Walkerville
4.97 out of 5 average rating, 160 reviews

"The Modern Loft" in Walkerville / 2Bed - 1 Bath

Enjoy a luxury modern experience in the heart of Old Walkerville. This modern 2 bedroom loft is newly renovated with luxury finishes while keeping century old details. Restaurants, pubs, cafes, retail all within a minute walk from this superb location. Stay here and get a taste of what Old Walkerville has to offer. DISTANCES TO: Casino - 2 minutes Downtown - 2 minutes Hospital - 5 minutes Detroit - 10 minutes Ford Field - 12 minutes Little Ceasers Arena - 12 minutes

Superhost
A living area is presented with a dark, plush sofa and a low coffee table situated on a textured area rug. A round mirror decorates the wall, reflecting light. A doorway leads to a bedroom space, while a small dining area with bar stools is visible to the side.
Flat in Walkerville
4.91 out of 5 average rating, 120 reviews

Walkerville Loft - Exclusive Main floor unit

Welcome to our charming main floor private loft in the heart of a Walkerville, Windsor. This space combines modern comfort with some abstract charm. Perfect for couples or solo travelers, our cozy loft features fire place, high ceilings, and large windows. Enjoy the convenience of being centrally located, with iconic landmarks, local shops, and cafes just steps away. Enjoy the city's historic areas during the day and unwind in the unique loft at night.

Popular amenities for Windsor apartment rentals

When is the best time to visit Windsor?

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